HCID 40586185, compound → HCID 93476215, compound

HRID 232237Notes

Reaction equation

HRID 232237 reaction equation
[C:1]([C@H:3]1[CH2:8][CH2:7][C:6]([CH3:9])=[CH:5][CH2:4]1)#[N:2].[H][H]>N>[NH2:2][CH2:1][C@H:3]1[CH2:8][CH2:7][C:6]([CH3:9])=[CH:5][CH2:4]1

Participants

4

Reactant 2

HCID 40586185HCID 40586185, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 93476215HCID 93476215, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

605 g of 4(5)-cyano-1-methylcyclohexene were dissolved in 500 ml of liquid ammonia in a stirrer autoclave and hydrogenated at 90° C. and at a hydrogen pressure of 100 bar over 40 g of Raney nickel iron. After evaporating the ammonia, the mixture was filtered from the catalyst and distilled under vacuum. 550 g (88%) of 4(5)-aminomethyl-1-methylcyclohexene, b.p.10 78° to 80° C. were obtained. The ratio by weight of the 4- and 5-isomers was about 80:20.

Workup

  1. customhydrogenated at 90° C.
  2. customAfter evaporating the ammonia
  3. filtrationthe mixture was filtered from the catalyst
  4. distillationdistilled under vacuum

Sources & evidence

ORD record
ord-3f1b62c67fac4aa8bb304b9a30ac8b11
Source dataset
uspto-grants-1989_07
Patent number
US04851531

Reaction notes

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